P

Pie Insurance

Tech-driven workers' comp for small businesses

Principal People Partner

Full-TimeUpdated on 10/23/2026
$150k - $185k+ Discretionary bonus
Expert
Bachelor's
Remote in USA
RemoteRemote team members must live and work in the United States; territories excluded.
People & HRHR Generalist & Employee Relations

About the job

Requirements
  • 12+ years of progressive HR experience, related business industry experience, or leading teams with HR-related functions, or a combination of related experience and education.
  • 8+ years in an HR Business Partner or People Partner role, or equivalent experience partnering with multiple executives.
  • A high school diploma or equivalent is required; a bachelor's degree is preferred.
  • Prior experience supporting one or more of the following functional areas: insurance underwriting, claims, customer service or support, and/or operations; sales, marketing, and/or business development, including knowledge of incentive plan design; or engineering, product development, and technology.
  • Proficiency with human resources information systems; Workday is preferred; and collaboration tools including Slack and Google Suite.
  • Experience with Greenhouse and Culture Amp is preferred.
  • Proficiency in Workday, Greenhouse, Culture Amp, Google Suite, and Slack, serving as a resource for configuration, user support, and adoption.
  • Ability to work in a virtual environment requiring autonomy and collaboration.
  • Ability to develop strategies, analyze data and metrics, and provide consultation on organizational design, talent management, workforce planning, performance development, total rewards, and the team member lifecycle.
  • Knowledge of employment laws, regulations, and best practices.
  • Ability to manage complex team member relations issues and support investigations.
  • Ability to develop and implement training programs, performance management, engagement, and retention strategies.
  • Ability to communicate clearly and influence audiences at all levels, including executive leadership.
Responsibilities
  • Lead senior management in translating business strategy into talent strategy that reinforces culture and supports business outcomes.
  • Align people strategies with business objectives and advise leaders on organizational design and development, talent management, workforce planning and management, performance development, total rewards, and team member experience and benchmarking.
  • Analyze trends and metrics to identify gaps and patterns and develop solutions, programs, and policies.
  • Lead and support organizational change initiatives, including organizational design, leadership transitions, reporting-structure changes, and People and Talent programs.
  • Guide leaders and teams through transformation by developing change-management and communication plans that maximize adoption and minimize business and organizational risk and impact.
  • Advise people leaders on team member relations, performance management, and conflict resolution.
  • Identify, manage, and mitigate risk through knowledge of employment laws, regulations, and best practices; maintain knowledge of legal requirements to reduce legal risk and ensure regulatory compliance.
  • Manage and resolve common-to-complex team member relations issues and lead and support investigations.
  • Support and develop organizational policy changes as a subject matter expert and collaborate on cascading communications.
  • Partner with leaders to build and sustain high-performing, outcome-oriented teams.
  • Identify opportunities to enhance knowledge and skills and collaborate with enablement resources to create and implement training programs.
  • Oversee the performance management process to support development, engagement, and results.
  • Use data, tools, and resources to empower leaders in performance management, team culture, and engagement.
  • Collaborate with People Team partners to develop and execute team member engagement strategies using systems, tools, and resources.
  • Interpret engagement data with leaders and People Partners and recommend action plans.
  • Develop and execute targeted retention initiatives for critical team member groups.
  • Build relationships with executive leaders and ensure communication cascades across and down the organization.
  • Support executive and senior leadership onboarding and offboarding experiences.
  • Use technology to enhance program delivery, data analysis, and reporting.
Desired Qualifications
  • A bachelor's degree.
  • Experience in insurance underwriting, claims, customer service or support, and/or operations; sales, marketing, and/or business development, including knowledge of incentive plan design; or engineering, product development, and technology.
  • Workday experience.
  • Experience with Greenhouse and Culture Amp.

About the company

Pie Insurance provides workers’ compensation insurance for small businesses. Its product uses data-driven technology to underwrite and price policies, delivering fast, online access with quotes in about three minutes. The platform processes, underwrites, and issues workers’ comp coverage, with nationwide availability across 38 states and Washington, D.C., offering potential savings of up to 30% and straightforward terms for small business owners.

Company Size

201-500

Company Stage

Series D

Total Funding

$620.3M

Headquarters

Denver, Colorado

Founded

2017

Get referred to Pie Insurance

See people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • January 2026 milestones showed 55,000 policies in-force and continued geographic expansion.
  • Pie says 2026 priorities are responsible growth and deeper agent partnerships, strengthening retention.
  • More than $615 million funding and A.M. Best A rating support carrier credibility.

What critics are saying

  • May 2023 layoffs cut 14% after management said profitability required no additional investment.
  • Pie Development v. Pie Insurance keeps trade-secret claims alive around its founding.
  • If capital markets stay shut, Pie’s cash runway and growth stall before profitability.

What makes Pie Insurance unique

  • Pie’s 2026 agent network tops 5,000 agencies, embedding distribution others lack.
  • Its 2026 Connecticut expansion and 55,000 policies-in-force show scaled underwriting breadth.
  • Data science, AI pricing, and reinsurance specialization remain Pie’s core moat.

Help us improve and share your feedback! Did you find this helpful?

Benefits

  • Competitive cash compensation
  • Equity
  • Comprehensive health plans
  • Generous PTO, including paid sick leave
  • Future focused 401k match
  • Generous parental & caregiver leave

Growth & Insights and Company News

6 month growth

-11%

1 year growth

-2%

2 year growth

-3%
Business Wire
Oct 13th, 2026
Newsroom | Business Wire

The global leader in press release distribution and regulatory disclosure. Public relations and investor relations professionals rely on Business Wire for broad-based and targeted market reach.

Yahoo Finance
Feb 8th, 2024
Pie Insurance Integrates with Ivans Download

Pie Insurance integrates with Ivans Download.

Business Wire
Nov 30th, 2023
Pie Insurance Secures $11 Million Series A Funding to Rapidly Expand SMB Workers’ Compensation Insurance Offering

Pie Insurance (www.pieinsurance.com) today announced the completion of an $11M Series A funding round. The round was led by Greycroft, and included pa

FF News
Oct 2nd, 2023
Pie Insurance Appoints Audra Foglietta As Chief Financial Officer

Pie Insurance (“Pie”), an insurtech company specializing in commercial insurance for small businesses, today announced the appointment of insurance executive Audra Foglietta as the company’s new chief financial officer (CFO). Foglietta joins Pie during a pivotal period of growth—Pie is the fastest growing workers’ comp insurer in the U.S.1, achieving a 271 percent increase in direct written premiums, surpassing the growth of all other insurers.Foglietta brings a wealth of financial leadership and strategic expertise to Pie, having spent more than twenty years at Chubb, the world’s largest publicly traded property and casualty insurance company. Most recently, Foglietta served as Chubb’s executive vice president and CFO of Global Operations and Technology, in addition to previously serving as CFO of Westchester Specialty, the company’s excess and surplus division. Foglietta has a proven track record of driving financial performance and operational efficiencies in the public insurance sector. Her expertise includes global business transformations, corporate finance, financial planning and analysis, business analytics and operations.“I’m honored to join Pie as its CFO and be part of an organization that is redefining the small commercial insurance landscape and growing at an impressive rate,” said Audra Foglietta, incoming CFO at Pie. “Pie’s commitment to technology and innovation combined with its dedication to serving the unique needs of small businesses resonated with me

Reinsurance News
Oct 2nd, 2023
Pie Insurance names Audra Foglietta Chief Financial Officer

Pie Insurance, an insurtech company specialising in commercial insurance for small businesses, has appointed Audra Foglietta as the new Chief Financial Officer.